Analyzing the synthesis route of 250285-32-6

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.

A mixture of 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride(0.425 g, 1.0 mmol), [Cp*IrCl2]2 (0.398 g, 0.5 mmol), and K2CO3(0.484 g, 3.5 mmol) in anhyd THF (8 mL)-CH2Cl2 (2 mL) wasstirred at 24 C for 10 h under N2. The resulting suspension wasstirred at 60 C for 24 h under N2, then concentrated to dryness. Afterthe addition of CH2Cl2 (10 mL) to the residue, the resulting suspensionwas filtered through Celite. The filtrate was concentrated todryness to give the iridium complex 2 as a brownish orange solid(0.748 g, 0.963 mmol, 96%).IR (ATR, ZnSe): 1659 cm-1 (CO2).1H NMR (500 MHz, CD2Cl2): delta = 7.43 (t, J = 8.0 Hz, 2 H), 7.33 (d,J = 8.0 Hz, 4 H), 7.09 (s, 2 H), 2.99-2.94 (m, 4 H), 1.45 (d, J = 7.0Hz, 12 H), 1.21 (s, 15 H), 1.06 (d, J = 6.0 Hz, 12 H).13C{1H} NMR (126 MHz, CD2Cl2): delta = 168.1, 165.9, 138.1, 130.1,126.4, 124.2, 87.2, 29.0, 27.2, 23.5, 9.4.Anal. Calcd for C38H51IrN2O3¡¤H2O: C, 57.48; H, 6.73; N, 3.53.Found: C, 57.40; H, 6.54; N, 3.57., 250285-32-6

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Yamada, Yoichim. A.; Ohta, Hidetoshi; Yuyama, Yoshinari; Uozumi, Yasuhiro; Synthesis; vol. 45; 15; (2013); p. 2093 – 2100;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Application of 3-Aminorhodanine

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

A common heterocyclic compound, the chiral-catalyst compound, name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,cas is 250285-32-6, mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

Finely powdered (CH3CN)2PdCl2 (25.9 mg, 1.00 mmol) was suspended in CH3CN (5 mL) and (S)-alpha,N,N- trimethylbenzylamine (173 muL, 157 mg, 1.05 mmol) was added. The solution was heated to 800C for 5 min and finely powdered K2CO3 (691 mg, 5.00 mmol) was added. The stirring was continued until palladacycle formation was complete, as indicated by the formation of a canary yellow solution (5-10 min). IPr-HCl (467 mg, 1.10 mmol) was added and the mixture was stirred at 800C over 18h. The reaction mixture was filtered and evaporated. The resulting product was purified by column chromatography. Upon application of the product to a pad of silica gel (2.5 x 8 cm) pre-equilibrated with CH2Cl2, CH2Cl2 (100 mL) was used to elute impurities. The pure NHC-palladacycles were eluted with CH2Cl2-ethylacetate (3:1, vol/vol, 150 mL), and the solvents were evaporated. The products were triturated with hexanes (25 mL). After drying in high vacuum, IPr-PdCl-(A2N C-(S)-a-MeBnNMe2) (542 mg, 80%) was obtained as beige solid. 1H NMR (CDCl3, 400 MHz) delta: 7.46 (t, J= 8.0 Hz5 2H), 7.34 (d, J= 4.4 Hz, 2H); 7.30- 7.25 (m, 3H), 7.24 (d, J= 1.6 Hz, IH); 7.19 (d, J= 1.6 Hz), 7.04 (rn, IH), 6.80 (td, J= 7.2, 1.2 Hz, IH), 6.74 (m, IH), 6.70 (dd, J= 7.2, 2.0 Hz, IH), 6.55 (d, J= 6.8 Hz5 IH), 3.81 (m, IH), 3.67 (m, IH), 3.10 (q, J= 6.4 Hz, IH), 2.92 (m, IH), 2.45 (m, IH), 2.37 (s, 3H), 2.27 (s, 3H), 1.52 (d, J= 6.8 Hz, 3H), 1.44 (d, J= 6.8 Hz, 3H), 1.20 (d, J= 6.8 Hz, 3H), 1.17 (d, J= 5.6 Hz, 3H)5 1.15 (d, J= 5.6 Hz, 3H), 1.08 (d, J= 6.8 Hz, 3H), 0.96 (d, J= 6.4 Hz, 3H), 0.90 (d, J= 6.8 Hz, 3H), 0.46 (d, J= 6.4 Hz, 3H). 13C NMR (CDCl3,100 MHz) delta: 178.0, 154.5, 149.4, 147.9, 147.6, 144.8, 144.7, 136.5, 136.1, 136.0, 129.8, 129.5, 125.2, 125.2, 124.1, 123.8, 123.7, 122.7, 121.1, 75.3, 50.0, 46.6, 29.0, 29.0, 28.4, 28.2, 27.0, 26.8, 26.0, 25.3, 23.6, 23.4, 22.8, 22.6.

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

Reference£º
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; WO2008/156451; (2008); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Application of (S)-(1-Ethylpyrrolidin-2-yl)methanamine

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

A common heterocyclic compound, the chiral-catalyst compound, name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,cas is 250285-32-6, mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

In a glove box, a Schlenk flask equipped with a magnetic bar is loaded with the imidazolium salt IPr EtaC1 (2.96 g, 7 mmol), Pd(acac), (1.53 g, 5 mmol) and dry dioxane (100 mL). The flask was taken outside the glove box and placed in an oil bath at 100 C over a magnetic stirrer for 6 hours. After that time, the solution looked clear with no solid remaining. The solvent was evaporated in vacuo and diethyl ether was added until no more solid was dissolved. The solution is filtered and the solid washed with diethyl ether (2 x 10 mL). The solvent was evaporated in vacuo to yield 2.99 g (95 %) of the desired compound as a yellow powder.1H NMR (delta, 400 MHz, CDCl3): 7.51 (t, / = 7.8 Hz, 2H), 7.35 (d, / = 7.8 Hz, 4H), 7.12 (s, 2H), 5.12 (s, IH), 2.95 (q, / = 6.4 Hz, 4H), 1.84 (s, 3H), 1.82 (s, 3H), 1.34 (d, / = 6.4 Hz, 12H), 1.10 (d, / = 6.4 Hz, 12H). EPO 13C NMR (delta, 100 MHz, CDCl3): 187.1, 184.1, 156.4, 147.0, 135.5, 134.8, 130.9, 125.7, 124.7, 124.6, 99.9, 29.1, 30.0, 27.6, 26.8, 23.7, 23.5.Anal. Calcd. for C32H43ClN2O2Pd (MW 629.57): C, 61.05; H, 6.88; N, 4.45. Found: C, 60.78; H, 7.15; N: 4.29.

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

Reference£º
Patent; PROMERUS LLC; WO2006/128097; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Application of trans-Cyclohexane-1,2-diamine

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

A common heterocyclic compound, the chiral-catalyst compound, name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,cas is 250285-32-6, mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

Synthesis of [(IPr)CuCl]. This synthesis is as reported in the literature; see H. Kaur et al., Organometallics 2004, 23, 1157-1160. In a 250 mL Schlenk flask were added copper(I) chloride (1.0 g, 10.10 mmol), 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride (IPr.HCl; 4.29 g, 10.10 mmol), and sodium tert-butoxide (0.97 g, 10.10 mmol). To this flask, dry tetrahydrofuran (100 mL) was added under an inert atmosphere of argon, and the mixture was magnetically stirred for 20 hours at room temperature. After the mixture was filtered through a plug of Celite and then evaporating the solvent under vacuum, a white solid was obtained (4.59 g, 9.40 mmol, 94%). 1H NMR: (400 MHz, acetone-d6, ppm) delta=1.21 (d, J=6.8 Hz, 12H); 1.30 (d, J=6.8 Hz, 12H); 2.57 (hep, J=6.8 Hz, 4H); 7.12 (s, 2H). 7.29 (d, J=7.8 Hz, 4H); 7.49 (t, J=7.8 Hz, 2H). 13C NMR: (100 MHz, acetone-d6, ppm) delta=182.32; 145.61; 134.41; 130.62; 124.25; 123.13; 28.76; 24.82; 23.87. Elemental analysis calcd for C27H36ClCuN2: C 66.64%, H, 7.46%, N, 5.76%; found C, 66.70%, H, 7.48%, N, 6.06%.

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

Reference£º
Patent; Institut Catala d’Investigacio Quimica; Institucio Catalana de Recerca i Estudis Avancats; US2009/69569; (2009); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Application of trans-Cyclohexane-1,2-diamine

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

A common heterocyclic compound, the chiral-catalyst compound, name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,cas is 250285-32-6, mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

General procedure: Under N2 atmosphere, a mixture of imidazolium salts 1 (0.22mmol), PdCl2 (0.2 mmol), K2CO3 (0.44 mmol) and benzo[h]quinoline 2 (0.22 mmol) was stirred in anhydrous THF (2.0 mL) at 50 or 90 C for 18 h. Then the solvent was removed under reduced pressure, and the residue was purified by flash chromatography on silica gel (CH2Cl2) to give complexes 3 as yellow solids. 4.2.1.1 Compound 3a Yellow solid; m.p. 298C (decomposed). 1H NMR (300MHz, CDCl3, TMS) delta 9.44 (dd, J=5.1, 1.2Hz, 1H), 7.98 (dd, J=8.1, 1.5Hz, 1H), 7.56 (d, J=8.7Hz, 1H), 7.45-7.21 (m, 10H), 7.10 (dd, J=7.2, 2.1Hz, 2H), 6.96 (d, J=7.2Hz, 1H), 3.51-3.30 (m, 4H), 1.52 (d, J=6.3Hz, 6H), 1.18 (d, J=6.9Hz, 6H), 1.06 (d, J=6.9Hz, 6H), 0.66 (d, J=6.3Hz, 6H). 13C NMR (125MHz, CDCl3) delta 177.9, 153.9, 153.5, 148.6, 147.8, 145.0, 142.0, 136.3, 135.9, 134.2, 132.8, 129.9, 128.23, 128.18, 125.7, 125.0, 124.2, 123.9, 123.0, 121.7, 120.6, 29.0, 28.4, 26.5, 26.2, 23.2, 23.0. IR (neat) nu 2977, 2927, 2860, 1624, 1593, 1565, 1462, 1394, 1380, 1364, 1330, 1266, 1196, 1182, 1115, 937, 830, 816, 801, 758cm-1. MS (ESI): 672 [M-Cl]+. HRMS (ESI) calcd. for C40H44N3Pd [M-Cl]+: 672.2579; found: 672.2594. Anal. calcd. for C40H44ClN3Pd: C, 67.79%; H, 6.26%; N, 5.93%; found: C, 67.71%; H, 6.26%; N, 5.67%.

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

Reference£º
Article; Liu, Feng; Hu, Yuan-Yuan; Li, Di; Zhou, Quan; Lu, Jian-Mei; Tetrahedron; vol. 74; 39; (2018); p. 5683 – 5690;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Brief introduction of 250285-32-6

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of pyrazine ligand 1 or 2 (1mmol), Li2PdCl4 (1mmol) and NaOAc (1mmol) in 20mL of dry methanol was stirred for 24hat rt. The yellow solids (yield: 92%) were collected by filtration and washed several times with methanol, which can be assigned to be palladacyclic dimers. Then, a Schlenk tube was charged with the above chloride-bridged palladacyclic dimers (0.5mmol), the corresponding imidazolium salt (1.25mmol) and tBuOK (2.5mmol) under nitrogen. Dry THF was added by a cannula and stirred at room temperature for 3h. The product was separated by passing through a short silica gel column with CH2Cl2 as eluent, the third band was collected and afforded the corresponding carbene adducts 3-10 as yellow solids. The characterization data for 3: Yield: 78%., 250285-32-6

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Xu, Chen; Wang, Zhi-Qiang; Fu, Wei-Jun; Ji, Bao-Ming; Yuan, Xiao-Er; Han, Xin; Xiao, Zhi-Qiang; Hao, Xin-Qi; Song, Mao-Ping; Journal of Organometallic Chemistry; vol. 777; (2015); p. 1 – 5;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Application of 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

The chiral-catalyst compound, name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,cas is 250285-32-6, mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

General procedure: A 20 mL vial was charged with the NHC¡¤HCl (300 mg, 1 equiv.) and the zinc salt (1 equiv.). Tetrahydrofuran (5 mL) was added, the vial was sealed with a screw-cap and the reaction was stirred at 60C for two hours. The mixture was allowed to reach room temperature and the solvent was removed under reduced pressure toafford the desired product. 2.2.1. Synthesis of [IPrH][ZnCl3] (4a) Colorless solid (368 mg, 93%). 1H NMR (400 MHz, CDCl3, 298 K): delta = 1.14 (d, 3JH-H = 6.9 Hz, 12H, CH-CH3), 1.31 (d, 3JH-H = 6.9 Hz, 12H, CH-CH3), 2.53 (sept, 3JH-H = 6.9 Hz, 4H, CH-CH3), 7.32 (d, 3JH-H = 7.7 Hz, 4H, CH phenyl), 7.55 (t, 3JH-H = 7.8 Hz, 2H, CH phenyl), 8.00 (s, 1H, H2), 8.46 (s, 2H, H4 and H5). 13C-{1H} NMR (75 MHz, CDCl3, 298 K): delta = 24.0 (s, CH-CH3), 25.0 (s, CH-CH3), 29.0 (s, CH-CH3), 124.8 (s, CH Ar), 128.6 (s, CH Ar), 129.9 (s, CIV), 132.2 (s, CIV), 134.3 (s, C2), 145.6 (s, C4 and C5). Anal. Calcd for C27H37Cl3N2Zn: C, 57.77; H, 6.64; N, 4.99. Found: C, 57.84; H, 6.61; N, 5.05.

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

Reference£º
Article; Santoro, Orlando; Nahra, Fady; Cordes, David B.; Slawin, Alexandra M.Z.; Nolan, Steven P.; Cazin, Catherine S.J.; Journal of Molecular Catalysis A: Chemical; vol. 423; (2016); p. 85 – 91;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Downstream synthetic route of 250285-32-6

The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In air, to a Schlenk tube that closed with a screw cap fitted with a septum and was equipped with a magnetic stir bar were added in turn NHC¡¤HCl (1.1 mmol, 468 mg), PdCl2 (1.0 mmol, 177 mg), Cs2CO3 (5 mmol, 1.63 g), and 2-nicotinic acid (1.1 mmol, 136 mg). The tube was then caped with a rubber septum and evacuated and backfilled with argon. This sequence was repeated three times. 1,4-Dioxane (10 mL) was injected through the septum. The mixture was then stirred at a pre-heated oil bath (80 C) for 20 h. The reaction mixture was cooled to room temperature and CH2Cl2 (25 mL) added. After filtration via a short pad of celite, the filtrate was condensed under vacuum and the residue was purified by flash chromatography on silica gel to provide the desired 1 and 2., 250285-32-6

The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Yan-Jing; Zhang, Jin-Ling; Li, Xiao-Jian; Geng, Yu; Xu, Xiao-Hua; Jin, Zhong; Journal of Organometallic Chemistry; vol. 737; (2013); p. 12 – 20;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Application of (1R,2S)-2-Amino-1,2-diphenylethanol

With the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

The chiral-catalyst compound, cas is 250285-32-6 name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

General procedure: Under a N2 atmosphere, a mixture of imidazolium salts 1(0.225 mmol), PdCl2 (0.15 mmol), K2CO3 (0.45 mmol) and picolinicacid 2 (0.15 mmol) was stirred in anhydrous THF (2.0 mL) underreux for 12 h. Then the solvent was removed under reducedpressure, and the residue was puried by ash column chroma-tography (SiO2) to give complexes 3 as yellow solids. 4.2.1.1. Compound 3a. yellow solid. m.p. 248C (decomposed).1HNMR (500 MHz, CDCl3, TMS) d 8.55 (d, J 5.5 Hz, 1H), 7.83e7.77 (m,2H), 7.49 (t, J 7.5 Hz, 2H), 7.34 (d, J 7.5 Hz, 4H), 7.31e7.28 (m,1H),7.17 (s, 2H), 2.95 (hept, J 7.0 Hz, 4H), 1.42 (d, J 7.0 Hz, 12H), 1.14(d, J 7.0 Hz, 12H).13C NMR (125 MHz, CDCl3) d 172.7, 157.4, 151.3,146.8, 146.5, 139.1, 134.5, 130.4, 126.6, 126.2, 125.1, 124.0, 28.6, 26.2,22.9. IR (neat) n 2964, 1668, 1600, 1458, 1408, 1337, 1291, 1047, 944,800, 771, 755, 713 cm1. HRMS (ESI) calcd for C33H41ClN3O2Pd[MH]: 654.1920; found: 654.1917. Anal. calcd forC33H40ClN3O2Pd: C, 60.47%; H, 6.18%; N, 6.44%; found: C, 60.62%; H,6.11%; N, 6.31%.

With the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

Reference£º
Article; Zhang, Zhi-Mao; Gao, Yu-Jue; Lu, Jian-Mei; Tetrahedron; vol. 73; 52; (2017); p. 7308 – 7314;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Introduction of a new synthetic route about 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

With the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, cas is 250285-32-6, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,250285-32-6

A microwave -vial was loaded with NHC HCl (0.55 mmol), palladium(II) chloride (89 mg, 0.50 mmol), potassium carbonate (345 mg, 2.5 mmol), 3-chloropyridine (2 mL) and a magnetic bar. The mixture was heated in a microwave reactor for 45 min at 200 C. The mixture was diluted with methylene chloride, filtered over a plug of silica gel that was covered with celite and the silica gel was rinsed with methylene chloride. The solvent and excess chloropyridine were removed in vacuo, the product was triturated in pentane and the pentane was decanted. Drying in vacuo afforded the desired products as yellow solids.(IPr)PdCl2(3-chloropyridine):309 mg (88 %) of the title compound were obtained using IPr-HCl (234 mg, 0.550 mmol). 1H NMR (300 MHz, CDCI3): delta (ppm) = 8.60 (d, 3J= 2.4 Hz, 1H), 8.52 (dd, 3J = 5.5 Hz, 3J= 1.3 Hz, 1H), 7.55 (ddd, 3J= 8.2 Hz, 3J= 2.3 Hz, 3J= 1.3 Hz, 1H), 7.50 (t, 3J = 7.8 Hz, 2H), 7.35 (d, 3J= 7.7 Hz, 4H), 7.14 (s, 2H), 7.07 (dd, 3J= 8.2 Hz, 3J= 5.5 Hz), 3.16 (sept, 3J= 6.7 Hz, 4H), 1.48 (d, 3J= 6.6 Hz, 12H), 1.12 (d, 3J= 6.9 Hz, 12H).

With the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

Reference£º
Patent; UNIVERSITY OF HAWAII; NAVARRO, Oscar; WINKELMANN, Ole, H.; WO2011/71881; (2011); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare